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It might not even be whether you’re at that level or not: It could just be a case of them being comfortable with themselves to the point where they can accept being called certain things, ON TOP of knowing they’re jokes.
I mean, Fluttershy didn’t just run off and cry: She stayed, so it’s probably more of a “I know I’m a crybaby, I’m sorry!”-kind of thing.
I hate when you THINK you’re at this level of friendship with someone, and you end up being wrong.
It’s almost impossible to tell over text when that happens until it’s already much too late.